Vacation rentals in Berwyn

Best Place to Rest, near Chicago

Unit with private entrance, close to Berwyn's restaurants, bars, shops, and entertainment. Close to public transportation via the Metra Train Station, Pace Buses, and near the CTA Pink [1.5 miles], Blue [2.3 miles], and Green [3.4 miles] Train lines. Near Oak Park, North Riverside, and Chicago. This is an awesome location. There is parking on the street (A street pass is required and will be provided each day). The unit is 185 sq ft located in the basement with 4 stairs, ceiling height is 6' 6"

4 King Beds + Parking | 20 Min Train to Chicago

Welcome to The Metra Suite, a stylish second-floor apartment in Berwyn's vibrant Depot District - just steps from the Metra BNSF Line with quick access to Downtown Chicago (approximately a 20-minute ride). Surrounded by local restaurants, cafes, and small businesses right outside your door, this thoughtfully designed space offers 4 king beds, fast WiFi, a fully equipped kitchen, and a dedicated parking space - perfect for groups, families, and business travelers seeking comfort and convenience.

2 bedroom• 3 beds • 1 bath Apartment in Berwyn

Enjoy a stylish and elegant experience at this centrally-located private apartment On famous Route 66. Sunny, clutter free very spacious 2nd floor. Apt. Can sleep upto 6 ppl. Inflatable bed added for extra sleep option. Prepped for photo sessions of your own. •Restaurants, Auto repair shops and Walgreens are walking distance and much more. •Metra is a 10-15 minute walk. •DT Chicago 18 min •Brookfield Zoo 15 min Away •Midway Airport 15 min •O’Hare Airport 30 min •Mall 10 min •Loyola Hospital

Berwyn Beauty

Don't miss out on this charming home away from home! Including 3BD/2BA with a finished basement, our house sits in the heart of the Depot District of Berwyn. It is stocked with all the amenities you will need for your stay, including laundry facilities in the basement. A beautiful backyard awaits you to enjoy the outdoors! There is a two-car garage for easy parking, and the Metra train is steps away for a quick trip to downtown Chicago! The area has a variety of restaurants, bars, & breweries!

Cozy & Peaceful Oasis Near City | 2BR + 1.5 Bath |

Unwind in this stylish 2-bedroom home in Berwyn just 20 mins from Downtown Chicago and Midway Airport. Berwyn is full of award-winning restaurants, bars, shops, & attractions. Adventure through Chicago from this prime location with ample street parking, accessible highways, and public transportation. Enjoy the private backyard during the summer months, relax on the hammock, and even grill a delicious meal! • Full Kitchen • 2 Bedrooms • Private Backyard • High-Speed Wi-Fi • Pool Table • 2 Levels

Contemporary NEW Entire Suite Berwyn/Riverside

Welcome to your private oasis! This beautifully NEW appointed 1 bd unit offers the perfect blend of modern convenience and contemporary style. Whether you’re here for a weekend getaway or an extended stay, this contemporary retreat is your perfect home base. Explore the vibrant attractions of Berwyn or the excitement of Chicago, just a short trip away. Book today to secure your stay and experience the blend of comfort and style in this chic contemporary gem. We look forward to hosting you!

Private apartment with retro vibe

Cozy 1 BR apartment with retro touches in Berwyn a block from Oak Park. 2nd floor private apartment. Wifi, cable, premium channels. Full kitchen. Queen bed plus twin sofa bed, + 2 twins available on request. EASY free street parking right by unit. Quick drive to City. Convenient to both airports, United Center and walk to Fitzgerald’s Club. Near Blue Line, restaurants, great bakery. NO smoking, candles or glitter! (Yes, I truly needed to add the “no glitter” rule! (You can only imagine!)

A Pleasant Stay in Oak Park

Welcome to our bright and peaceful townhouse in Oak Park, IL! Just steps from the vibrant Oak Park Arts District, you'll be close to the area’s best shops and restaurants. Recently renovated from top to bottom, the home features high-quality materials and a clean, modern style that beautifully honors its vintage charm. Located in a residential neighborhood step to the train, downtown Oak Park and 15 minutes to Chicago. We offer a calm and stylish space where guests can relax and unwind.

RetroModern Bungalow | free parking | pet friendly

Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to four friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a pup-friendly, fenced-in backyard. With central HVAC, speedy WiFi, a dedicated workspace, and a pack-n-play crib available at no cost. Central location—just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage and catch the train a few blocks away.

A cosy apartment 20 min by car from Chicago

Welcome to our spacious garden unit, perfect for couples seeking a cozy getaway while still being close to the vibrant city of Chicago. This delightful space features a separate entrance and a private bath, ensuring a comfortable and intimate stay. Housed in a lovely home built in 1929, you can enjoy a blend of vintage charm and modern amenities. Relax in the tranquility of the neighborhood while knowing that the bustling city is just a short 20-minute drive away. Parking is available

Beautiful Bungalow, Near Downtown Chicago

Beautiful, cozy, vintage home in a centrally located quiet neighborhood. Close to downtown Chicago, O'Hare and Midway Airports as well as many attractions, museums and great places to eat. This home includes High Speed Wifi, Full Kitchen, Full washer/dryer, tv's with streaming and a game loft full of board games and game consoles for all guests to enjoy. Contactless check-in and check-out with keyless entry. 3 Bedrooms, 4 queen beds, 1.5 baths. Sleeps 8 guests total.

Cozy, Sunny, and Clean Apt 3 bd Free Parking

Relax in this stylish three-bedroom apartment in Berwyn located only 25 minutes from Downtown Chicago and 20 minutes from Midway Airport. Adventure through Chicago and the region easily from this prime location with ample street parking, accessible highways, and public transportation. Venture out to the local restaurants, bars, and nightlife. ✔ Beautiful and Comfortable Bedrooms ✔ 58” Smart TV in Living Room ✔ Full Kitchen ✔ Ample Street Parking ✔ High-Speed Wi-Fi